Methanol → 6-Ethynyl-8-hydroxy-2,2,4,4-tetramethyl-chroman

HRID 1869854ノート

反応式

HRID 1869854 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[C:10](C#C[Si](C)(C)C)[CH:11]=1)[O:8][C:7]([CH3:19])([CH3:18])[CH2:6][C:5]2([CH3:21])[CH3:20].[C:22](=[O:25])([O-])[O-].[K+].[K+].[CH3:28]O>>[C:11]([C:2]1[CH:3]=[C:4]2[C:9](=[C:22]([OH:25])[CH:28]=1)[O:8][C:7]([CH3:18])([CH3:19])[CH2:6][C:5]2([CH3:20])[CH3:21])#[CH:10]

参加物

4

反応物 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 574242166-Bromo-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman2 回

生成物 1

HCID 211072286-Ethynyl-8-hydroxy-2,2,4,4-tetramethyl-chroman収率 99%

反応条件

温度
80 °C

実験手順

A solution of 6-bromo-8-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman (Intermediate 18, 0.47 g, 1.56 mmol) in methanol (5 mL) was treated with potassium carbonate (0.2 g, 1.45 mmol) and the resulting reaction mixture was heated at 80° C. for 3 h. The solvent was evaporated in vacuo, the residue was diluted with water and extracted with ethyl acetate. The organic phase dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound as a brown oil (0.35 g, 99%).

後処理

  1. customthe resulting reaction mixture
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic phase dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo

出典と根拠

ORDレコード
ord-4e7db1e7687e4ba0ac971aa9e3879ed9
出典データセット
uspto-grants-2009_12
特許番号
US07638648B2

反応ノート

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